In his darkest moments, Jack Whittaker has sometimes wondered if winning the nearly $315 million Powerball game was really worth it.

The jackpot that was the stuff of dreams turned into a nightmare: His wife left him and his drug-addicted granddaughter -- his protege and heir -- died. He endured constant requests for money.

Almost five years later, Whittaker is left with things money can't cure: His daughter's cancer, a long list of indiscretions documented in newspapers and court records, and an inability to trust others.

CNN.com September 14, 2007